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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
New Luxury Condo near Disney
3 bedrooms, 6 beds, 2 private bathrooms
3–8 Aug
,
4.92 out of 5 average rating, 173 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
9–14 Nov
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
4BR Bright home with private pool
4 bedrooms, 7 beds
11–16 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds
21–26 Oct
5.0 out of 5 average rating, 7 reviews
Home in Kissimmee
4BR Kissimmee home with private pool
4 bedrooms, 5 beds
17–22 Aug
New place to stay
Home in Kissimmee
Brisa Family Retreat with Private Pool
3 bedrooms, 4 beds
2–7 Aug
New place to stay
Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4285 Qs)
4 bedrooms, 5 beds
14–19 Sept
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Four Corners
7 Bd/ 5.5 Ba/ Windsor Cay (1036 Bp)
7 bedrooms, 10 beds
23–28 Aug
Top guest favourite
Townhouse in Kissimmee
3 Bd/ 2.5 Ba/ Encantada Resort (3113 Yl)
3 bedrooms, 4 beds
1–6 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
8 bedrooms, 13 beds
9–14 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Apartment in Kissimmee
406 - Toy Story & Safari Dream Condo
3 bedrooms, 4 beds
7–12 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms, 5 beds
28 Sept – 3 Oct
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
8–13 Aug
5.0 out of 5 average rating, 14 reviews
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
5 bedrooms, 7 beds
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms, 7 beds
30 Aug – 4 Sept
Superhost
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms, 8 beds
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Townhouse in Clermont
5 BD/ 4.5 BA/ Windsor Cay (16218 CC)
5 bedrooms, 7 beds
18–23 Oct
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
4 bedrooms, 6 beds
22–27 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds
28 Aug – 2 Sept